421 Lakewood Dr, Winter Park, FL 32789
FOR SALE0.72 ACRES

421 Lakewood Dr
Winter Park, FL 32789

  • 5 Beds
  • 9 Baths
  • 5,847 sqft (on 0.72 acres)
  • 5 Beds
  • 9 Baths
  • 5,847 sqft (on 0.72 acres)

$4,995,000

Est. Mortgage $29,673/mo*
Get Pre-Qualified
We estimate this home will sell faster than 80% nearby.

Local Information

map showing home location
© Google
-- mins to
Commute Destination

Description

This elegant Winter Park lakefront residence offers luxury lakeside living, situated on the picturesque shores of Lake Osceola. This exquisite home invites you in with a grand circular driveway and meticulous, landscaped grounds, combined with elevated panoramic views from a spacious 3/4 acre lot, with approx. 140 feet on the street and approx.. 110 feet of prime lake frontage. This property offers a sense of privacy, tranquility and breathtaking views capturing both northern sunrises & sunsets… Inside, you'll find extensive renovations, over the years, that have elevated the space enhanced with Wolfe-Rizor Interior Design elements… There is plenty of natural light throughout, with extensive windows, numerous French doors and a thoughtful layout that seamlessly blends indoor and outdoor living spaces. The primary level includes a defined foyer entry, secluded library/home office, kitchen, gathering room, formal living and dining rooms. The chef’s kitchen is thoughtfully designed and enhanced by an expansive island, commercial grade range, lake side breakfast room, and catering area for creating culinary experiences in hosting family and friends. The lavish living room includes room for a grand piano and has its own fireplace open to an expansive 30’ long dining room with direct lake views… along with a screened lanai... The primary suite is conveniently located on the ground floor, offering a private expansive retreat with a sitting area and serene, picturesque lake views. The luxurious primary bathroom provides a spa-like experience including modern fixtures, his/her separate baths, and a generous walk-in closet/dressing room. The main level also includes a potential 6th bedroom used previously for a caretaker’s quarters tucked away by the garage entry... The upstairs living areas, include 4 additional bedroom suites (generous sizes) located on the second floor with a couple of bonus/flex rooms and sitting area... When you're not savoring the indoor elegance, step outside to enjoy the lakefront living with entertaining terrace, tropical pool, sprawling lawn with retaining walls, boathouse and majestic cypress, oak & palm trees to enhance the lakefront lifestyle... Located on private, quiet street with oversized 3-car garage… Note: roof replaced in 2021. All within walking distance to downtown Winter Park and famed Park Avenue…

Home Highlights

Parking
3 Car Garage
Outdoor
Porch, Patio, Pool
View
Water, Lake
HOA
None
Price/Sqft
$854
Listed
18 days ago

Home Details for 421 Lakewood Dr

Interior Features

Interior Details
Number of Rooms: 14
Beds & Baths
Number of Bedrooms: 5Number of Bathrooms: 9Number of Bathrooms (full): 7Number of Bathrooms (half): 2
Dimensions and Layout
Living Area: 5847 Square Feet
Appliances & Utilities
Utilities: Cable Connected, Electricity Connected, Natural Gas Connected, Public, Sewer Connected, Sprinkler Well, Water ConnectedAppliances: Bar Fridge, Built-In Oven, Dishwasher, Disposal, Dryer, Electric Water Heater, Freezer, Microwave, Range, Range Hood, Refrigerator, Tankless Water Heater, WasherDishwasherDisposalDryerLaundry: Inside, Laundry RoomMicrowaveRefrigeratorWasher
Heating & Cooling
Heating: Central, ElectricHas CoolingAir Conditioning: Central AirHas HeatingHeating Fuel: Central
Fireplace & Spa
Fireplace: Gas, Wood BurningSpa: In GroundHas a FireplaceHas a Spa
Gas & Electric
Has Electric on Property
Windows, Doors, Floors & Walls
Window: Blinds, Double Pane Windows, Drapes, Rods, Shutters, Window TreatmentsFlooring: Carpet, Hardwood
Levels, Entrance, & Accessibility
Stories: 2Number of Stories: 2Levels: TwoFloors: Carpet, Hardwood
View
Has a ViewView: Water, Lake
Security
Security: Security System, Security System Owned, Smoke Detector(s)

Exterior Features

Exterior Home Features
Roof: ShinglePatio / Porch: Covered, Enclosed, Front Porch, Patio, Porch, Rear PorchFencing: FencedExterior: Balcony, French Doors, Irrigation System, Lighting, Private Mailbox, Rain Gutters, Shade Shutter(s)Foundation: Block, Crawlspace, SlabHas a Private Pool
Parking & Garage
Number of Garage Spaces: 3Number of Covered Spaces: 3Other Parking: Garage Dimensions: 38x22No CarportHas a GarageHas an Attached GarageHas Open ParkingParking Spaces: 3Parking: Bath In Garage, Circular Driveway, Garage Door Opener, Ground Level, On Street, Oversized, Split Garage, Workshop in Garage
Pool
Pool: Gunite, In Ground, LightingPool
Frontage
WaterfrontWaterfront: Lake - Chain of Lakes, Water Access, Water Access: Lake - Chain of Lakes, Water Extras: Lift - Covered, Skiing AllowedRoad Frontage: Street PavedRoad Surface Type: Paved, AsphaltOn Waterfront
Water & Sewer
Sewer: Public SewerWater Body: Lake Osceola

Days on Market

Days on Market: 18

Property Information

Year Built
Year Built: 1957
Property Type / Style
Property Type: ResidentialProperty Subtype: Single Family ResidenceArchitecture: Traditional
Building
Construction Materials: Block, Wood FrameNot a New Construction
Property Information
Condition: CompletedParcel Number: 052230647601070

Price & Status

Price
List Price: $4,995,000Price Per Sqft: $854

Active Status

MLS Status: Active

Media

See Virtual Tour

Location

Direction & Address
City: Winter ParkCommunity: Osceola Shores Sec 03
School Information
Elementary School: Lakemont ElemJr High / Middle School: Maitland MiddleHigh School: Winter Park High

Agent Information

Listing Agent
Listing ID: O6153641

Building

Building Area
Building Area: 8083 Square Feet

Community

Not Senior Community

HOA

Association for this Listing: Orlando RegionalNo HOAHOA Fee: No HOA Fee

Lot Information

Lot Area: 0.72 acres

Listing Info

Special Conditions: None

Compensation

Buyer Agency Commission: 2.5Buyer Agency Commission Type: %Transaction Broker Commission: 1.0%Transaction Broker Commission Type: %
Notes
The listing broker’s offer of compensation is made only to participants of the MLS where the listing is filed

Business

Business Information
Ownership: Fee Simple

Rental

Lease Term: No Minimum

Miscellaneous

Mls Number: O6153641Attic: Built in Features, Ceiling Fans(s), Crown Molding, Eating Space In Kitchen, Primary Bedroom Main Floor, Solid Surface Counters, Solid Wood Cabinets, Split Bedroom, Thermostat, Walk-In Closet(s), Window TreatmentsWater ViewWater View: Water, Lake
Last check for updates: about 8 hours ago
Listing Provided by: Mick Night, (407) 629-4446
PREMIER SOTHEBY'S INTL. REALTY, (407) 644-3295
John Pinel, (407) 497-9335
PREMIER SOTHEBY'S INTL. REALTY, (407) 644-3295
Originating MLS: Orlando Regional
Source: Stellar MLS / MFRMLS, MLS#O6153641
IDX information is provided exclusively for personal, non-commercial use, and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Information is deemed reliable but not guaranteed. Some IDX listings have been excluded from this website.
The listing broker’s offer of compensation is made only to participants of the MLS where the listing is filed.
Listing Information presented by local MLS brokerage: Zillow, Inc - (407) 904-3511

Price History for 421 Lakewood Dr

DatePriceEventSource
04/11/2024$4,995,000Listed For SaleStellar MLS / MFRMLS #O6153641
04/01/2024ListingRemovedStellar MLS / MFRMLS #O6153641
03/10/2024$4,995,000PriceChange
Stellar MLS / MFRMLS #O6153641
02/24/2024$5,250,000PendingStellar MLS / MFRMLS #O6153641
01/15/2024$5,250,000Listed For SaleStellar MLS / MFRMLS #O6153641
11/21/2023ListingRemovedStellar MLS / MFRMLS #O6153641
11/02/2023$5,495,000Listed For SaleStellar MLS / MFRMLS #O6153641
06/29/2001$1,825,000Sold
N/A
06/05/1997$1,105,000Sold
N/A

Similar Homes You May Like

Skip to last item
Skip to first item

New Listings near 421 Lakewood Dr

Skip to last item
Skip to first item

Property Taxes and Assessment

Year2023
Tax$24,481
Assessment$2,720,297
Home facts updated by county records

Comparable Sales for 421 Lakewood Dr

Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
411 Lakewood Dr, Winter Park, FL
0.02
Single-Family Home
$3,880,000
06/30/23
4
6
4,913
341 E Webster Ave, Winter Park, FL
0.45
Single-Family Home
$2,750,000
08/11/23
5
7
4,778
1106 Palmer Ave, Winter Park, FL
0.44
Single-Family Home
$3,300,000
03/20/24
4
6
6,256
1303 Alberta Dr, Winter Park, FL
0.27
Single-Family Home
$2,750,000
05/22/23
4
5
4,055
1476 Grove Ter, Winter Park, FL
0.57
Single-Family Home
$2,995,000
10/27/23
5
7
5,792
201 Genius Dr, Winter Park, FL
0.57
Single-Family Home
$4,250,000
03/29/24
6
7
6,115
466 Henkel Cir, Winter Park, FL
0.46
Single-Family Home
$3,500,000
09/07/23
5
5
4,416
1411 Elizabeth Dr, Winter Park, FL
0.45
Single-Family Home
$2,250,000
03/19/24
5
5
3,798
1022 McKean Cir, Winter Park, FL
0.47
Single-Family Home
$2,145,000
12/08/23
4
4
4,610
431 Fletcher Pl, Winter Park, FL
0.39
Single-Family Home
$1,700,000
04/23/24
4
4
4,045

What Locals Say about Winter Park

  • Gabrielcoello094
    "It’s a great place to live and raise your kids, I love it here, lot of things to do, good public schools around and safe."
    1
    Flag
  • Timothyjohnson
    "We used to have an annual parade for Goldenrod, but has not occurred in many years. There is a lack a “center” specifically for Goldenrod. "
    0
    Flag
  • Trulia User
    "I would say the only community events in this area are hosted by the elementary schools and those are okay but not enough "
    0
    Flag
  • Trulia User
    "It’s always traffic on Semoran. This area is just BUSY!! Early morning, all times of the day and late nights. "
    1
    Flag
  • Trulia User
    "everything is close buy like supermarkets post office and fat food places. it's a safe neighborhood. I have had no incidents since I moved here. it has that family feel to it as the people are friendly and look out for each other"
    1
    Flag
  • David S.
    "Very pet friendly. Lots of fellow dog owners in the area. Just make sure to clean up after your fur buddy"
    0
    Flag
  • Monique J.
    "Close to everything, 15 minutes to everything from downtown to schools. This neighborhood has a lot of good and is close to food and shopping. The neighborhood is kept clean with very little trash."
    8
    Flag
  • A R. S.
    "Rollins College and UCF colleges with events like sports close by. AmWay center and Campers World Stadium only 6 miles away for NBA , Football (Citrus Bowl) and Major music concerts. Park Ave beautiful shops, beautiful landscapes and beautiful people - - young and some what older."
    3
    Flag
  • Holly A. C.
    "No public transportation thats convenient.i drive a car and plenty Of parking lots and street parking "
    5
    Flag
  • Ross H.
    "I love winter Park have lived here for about 7 years and hope to live here longer. the people are nice and the area is clean "
    0
    Flag
  • Winterparkhomes
    "I have lived in Winter Park since 1988 and I Love it! It’s close proximity to groceries, hospital, restaurants and shopping is awesome !"
    2
    Flag
  • Messagedrop
    "Great place to live if you like to walk or ride bicycles. Close to shopping, entertainment, restaurants, college sports venues."
    0
    Flag
  • Francois B.
    "Most dog owners don’t pick up after them selfs and even when the park provides bags to clean the dogs needs"
    0
    Flag
  • Donna G.
    "Very trendy area! Family oriented! Grocery stores and great schools! A nice beautiful landscaped place to work and raise your family!"
    0
    Flag
  • Daylen C.
    "It’s historic and it’s established. Lots of charm and mature trees. You rarely see trash and the roads are lost. It’s very easy to grab a great bite to eat everywhere. My favorite place is the mead botanical gardens. A little escape in the middle of the city. "
    0
    Flag
  • Luna M.
    "It’s a safe and friendly neighborhood. Not really any crime, lots of people outside walking their dogs and parents feel safe enough to let their kids ride around on their bikes to the store or the parks or what have you. Great place to live all around. Highly recommend."
    6
    Flag
  • David C.
    "I just moved here last week and it seems like a nice area. There is a lot of traffic and it’s been warmer then up north."
    3
    Flag
  • George P.
    "right off a preserve and Lake Howell so lots of wildlife like turkeys, bald Eagles, hawks, herons, egrets, ibis and sandhill cranes always around. close to shopping restaurants and the gym"
    0
    Flag
  • Daniel V.
    "It’s a great and safe area, you’re in walking distances from lakes, parks, etc. you have a great shopping center and restaurants. "
    0
    Flag
  • Supak77
    "I just moved here and so far I feel very safe walking my dog early in the morning and late in the evening. Neighbors are very friendly and greet you. "
    4
    Flag
  • Ross H.
    "area is amazing close to everything I've live around winter Park for about 7 years and can't find anything really wrong with it"
    0
    Flag
  • Heidi W.
    "Winter Park is a safe and happy place to raise a family. I have lived here since Kindergarten and I’m 33 now, raising my own family. "
    3
    Flag
  • Wolverine09
    "It is safe and quite, people are very friendly and respectfully, I never have any problem with my neighbors. Also this is a very clean neighborhood, people walks there dogs and they pick their poops. I got not regret for buy here."
    1
    Flag
  • Luna M.
    "I love it here. Can't go wrong living here. It's friendly, safe, quiet. I can't say enough good things about this neighborhood."
    2
    Flag
  • Nicole B.
    "Beautiful and very safe best place to raise a family. Lots of people go outdoors and exercise. Good for walking dogs and going to parks"
    2
    Flag
  • Elizabeth C.
    "Many restaurants are pet friendly. Park Ave is a great place to spend time at. Many public events are held there. On Saturday’s there’s the farmers market. "
    1
    Flag
  • Sarah S.
    "We have Cady way trail which is great for dogs and plenty of sidewalks and dog waste bag reciprocals. "
    1
    Flag
  • Blanca V.
    "I love this area. we moved here years ago. My children grew up here, went schools here and now they're in college. I wouldn't have it any other. Winter park has been good to us."
    3
    Flag
  • Joenaijah.sam
    "My neighbor has various restaurants to eat at all really good food. I truly enjoy cuban cafes and Japanese dishes. "
    0
    Flag
  • Andreaaarndel
    "Have been here for a year and the kids in this neighborhood are good kids I trust my kids outside. It’s quiet and everybody is to them self. "
    0
    Flag
  • Jonvaden
    "I see people walking their dogs all the time on the sidewalks under streetlights so I think they are happy. I myself am not a pet owner."
    0
    Flag
  • Blanca V.
    "There are many families living in this neighborhood and we have great parks and schools in the are. I love this place I've been living here for 7 years with my family and been happy to be in that one of the most beautiful cities in Florida. . Our schools are a plus schools in RL parks are amazingly beautiful the lakes are nice to be and spend an evening with your family or your couple "
    0
    Flag
  • Alejandratapia01
    "Yes, I see people in the morning walk there dog every day , evening and also night. They are a lot of park near By."
    0
    Flag
  • Ryanbarwise
    "There isn’t a lot of variety, so walks get a little mundane. The neighborhoods in my area are also separated from one another which makes taking different routes a little difficult. The neighborhoods are quite small which also limits variety. "
    0
    Flag
  • Skiponthestrip
    "Downtown Winter Park is a very family friendly community. The park is a great place to bring the family for a relaxing afternoon or to be entertained by one of the many events that take place throughout the year. "
    0
    Flag
  • Oviedohome
    "Need to drive to work. Can walk to local parks. Walking or biking other places does not feel so friendly even though there are restaurants and grocery stores nearby. There are two commuter train stations close by. "
    2
    Flag
  • Kathy S.
    "my neighborhood has great access to public transportation and shops and restaurants. it can get very congested because it's popular., which can be good and bad. Can get a little noisy. "
    0
    Flag
  • Michael F.
    "I’ve lived here for 4 years, almost. It’s a quiet neighborhood despite the annoying fireworks. But people are nice. "
    56
    Flag
  • Jill
    "I love the sense of community in Orwin Mano! Great neighbors, great events and you can walk to restaurants and pubs and gift shops."
    0
    Flag
  • Richardc.harmon01
    "when people are in need others will help them out even though they don't know them. also certain neighbors will watch the kids while they play outside and allow you to borrow cool spices from their house when you ask for them."
    0
    Flag

LGBTQ Local Legal Protections

Mick Night, PREMIER SOTHEBY'S INTL. REALTY
421 Lakewood Dr, Winter Park, FL 32789 is a 5 bedroom, 9 bathroom, 5,847 sqft single-family home built in 1957. This property is currently available for sale and was listed by Stellar MLS / MFRMLS on Apr 11, 2024. The MLS # for this home is MLS# O6153641.